A person in a boat.
Correct. A tall person bending over to look at the ground.
Correct. A large diamond on top of a zig-zag post.
Not the shape I meant, but a correct answer so keep it. Now add a shape with a large diamond at the top.
No, that is an arrow. This shape has a DIAMOND at the top.
Add the shape with a big diamond at the top. A big diamond. A big diamond. DIAMOND
That's not a diamond. Look for a diamond.
A diamond is a four-sided shape with all sides the same length.
No, remove the last two selections, they are both wrong.
Now add the tall, thin shape with a pointed top.

Outcome: unsuccessful
Speaker comments: I saw this one already today. I STILL do not know what the bot wants to hear for some of these shapes.